Literature DB >> 29057525

Direct Aldehyde Csp2 -H Functionalization through Visible-Light-Mediated Photoredox Catalysis.

Minh Duy Vu1, Mrinmoy Das1, Xue-Wei Liu1.   

Abstract

The development of methods for carbon-carbon bond formation under benign conditions is an ongoing challenge for synthetic chemists. In recent years there has been considerable interest in using selective C-H activation as a direct route for generating reactive intermediates. Herein, the use of visible-light-mediated dual photoredox organocatalysis as a mild and effective method for Csp2 -H activation of aldehydes is reported, resulting in the generation of acyl radicals. These nucleophilic acyl radical species can undergo either addition to electrophilic alkenes or nickel-catalyzed cross-coupling reactions to provide a quick access to broad range of unsymmetrical ketones, which are abundantly found in many organic building blocks.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−H activation; aldehydes; cross-coupling reactions; photocatalysis; synergistic catalysis

Year:  2017        PMID: 29057525     DOI: 10.1002/chem.201704224

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  9 in total

1.  Three-component carboacylation of alkenes via cooperative nickelaphotoredox catalysis.

Authors:  Dingyi Wang; Lutz Ackermann
Journal:  Chem Sci       Date:  2022-05-30       Impact factor: 9.969

2.  Acyl Radical Chemistry via Visible-Light Photoredox Catalysis.

Authors:  Arghya Banerjee; Zhen Lei; Ming-Yu Ngai
Journal:  Synthesis (Stuttg)       Date:  2018-12-12       Impact factor: 3.157

Review 3.  Photoredox-Catalyzed C-H Functionalization Reactions.

Authors:  Natalie Holmberg-Douglas; David A Nicewicz
Journal:  Chem Rev       Date:  2021-09-29       Impact factor: 60.622

4.  DABCO-promoted photocatalytic C-H functionalization of aldehydes.

Authors:  Bruno Maia da Silva Santos; Mariana Dos Santos Dupim; Cauê Paula de Souza; Thiago Messias Cardozo; Fernanda Gadini Finelli
Journal:  Beilstein J Org Chem       Date:  2021-12-21       Impact factor: 2.883

5.  Diverse synthesis of C2-linked functionalized molecules via molecular glue strategy with acetylene.

Authors:  Bo Yang; Shaodong Lu; Yongdong Wang; Shifa Zhu
Journal:  Nat Commun       Date:  2022-04-06       Impact factor: 17.694

6.  Synthesis of New Morphinan Opioids by TBADT-Catalyzed Photochemical Functionalization at the Carbon Skeleton.

Authors:  Dmitry Gorbachev; Elliot Smith; Stephen P Argent; Graham N Newton; Hon Wai Lam
Journal:  Chemistry       Date:  2022-07-13       Impact factor: 5.020

7.  Palladium-Catalyzed Room Temperature Acylative Cross-Coupling of Activated Amides with Trialkylboranes.

Authors:  Weijia Shi; Gang Zou
Journal:  Molecules       Date:  2018-09-20       Impact factor: 4.411

8.  Photochemical generation of acyl and carbamoyl radicals using a nucleophilic organic catalyst: applications and mechanism thereof.

Authors:  Eduardo de Pedro Beato; Daniele Mazzarella; Matteo Balletti; Paolo Melchiorre
Journal:  Chem Sci       Date:  2020-06-04       Impact factor: 9.825

9.  Bromine radical as a visible-light-mediated polarity-reversal catalyst.

Authors:  Han Wang; Haiwang Liu; Mu Wang; Meirong Huang; Xiangcheng Shi; Tonglin Wang; Xu Cong; Jianming Yan; Jie Wu
Journal:  iScience       Date:  2021-06-05
  9 in total

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